Visible light-sensitive properties of 1,2-dimethyl-2-(2-nitrophenyl)-2,3-dihydro-1H-perimidine

被引：9

作者：

Chen, Wei-Zhe ^{[1
]}

Wei, Hao-Yi ^{[1
]}

Yang, Ding-Yah ^{[1
]}

机构：

[1] Tunghai Univ, Dept Chem, Taichung 40704, Taiwan

来源：

TETRAHEDRON | 2013年 / 69卷 / 13期

关键词：

Photochemistry; Perimidine; Perimidinone; Indazole; EPR; PHOTOREDOX CATALYSIS; BENZIMIDAZOLINES; PHOTOCATALYSIS; TRIFLATE;

D O I：

10.1016/j.tet.2013.01.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Four o- and p-nitro substituted 2-methyl-2-phenyl-2,3-dihydro-1H-perimidine derivatives were synthesized via a condensation cyclization of naphthalene-1,8-diamine with nitro substituted acetophenones to study their photochemical properties. Only the o-nitrophenyl substituted perimidine 1 was found to be sensitive to light. When exposed to visible light under either aerobic conditions or argon atmosphere, it undergoes pyrimidine ring-opening/deoxygenation and pyrimidine oxidation to give the 2H-indazole 10 and perimidinone 11, respectively. A new visible light-sensitive o-nitrobenzylamino scaffold is introduced. (C) 2013 Elsevier Ltd. All rights reserved.

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页码：2775 / 2781

页数：7

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